2. Academic Validation
  3. Synthesis, DNA binding and antitrypanosomal activity of benzimidazole analogues of DAPI

Synthesis, DNA binding and antitrypanosomal activity of benzimidazole analogues of DAPI

  • Bioorg Med Chem Lett. 2016 Dec 15;26(24):5907-5910. doi: 10.1016/j.bmcl.2016.11.006.
Abdelbasset A Farahat 1,  Cheree Bennett-Vaughn 2,  Ekaterina M Mineva 2,  Arvind Kumar 2,  Tanja Wenzler 3,  Reto Brun 3,  Yang Liu 2,  W David Wilson 2,  David W Boykin 2
Affiliations

Affiliations

  • 1 Department of Chemistry, Georgia State University, Atlanta, GA 30303, United States; Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt. Electronic address: [email protected].
  • 2 Department of Chemistry, Georgia State University, Atlanta, GA 30303, United States.
  • 3 Swiss Tropical and Public Health Institute, Basel 4002, Switzerland; University of Basel, Basel 4003, Switzerland.
PMID: 27843114 DOI: 10.1016/j.bmcl.2016.11.006
Abstract

A series of novel benzimidazole diamidines were prepared from the corresponding dicyano analogues either by applying Pinner methodology (5a-c, 10 and 13a) or by making amidoximes intermediates that were reduced to the corresponding amidines (15a-c). The new amidines were evaluated in vitro against the protozoan parasite Trypanosoma brucei rhodesiense (T. b. r.). The thiophene analogue 5b and the N-methyl compound 15a showed superior antitrypanosomal activity compared to that of the parent I.

Keywords

Antitrypanosomal activity; Benzimidazole diamidines; DAPI; DNA minor groove binders.

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